Weston vacation rentals

We found 1,516 vacation rentals — enter your dates for availability

Discover a selection of 12 homes and other vacation rentals in Weston that are perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you expect for your stay, such as air conditioning and WiFi. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Weston

Showing deals for:Jun 19 - Jun 26

Image gallery for "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Exterior
9.8 out of 10, Exceptional, (37 reviews)
Exceptional
(37 reviews)

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Plymouth

8% off
Price is $432
$3,022 for 7 nights
All fees included
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

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Find out more about Weston

Why visit Weston

  • Outdoor Adventure: Weston is a paradise for ski and adventure enthusiasts, offering thrilling sports and scenic beauty.
  • Stunning Natural Scenery: Explore nearby lakes, rivers, and the breathtaking landscapes of the national state park.
  • Charming Atmosphere: Experience a luxurious and romantic vibe, enhanced by the friendliness of the locals.
  • Diverse Accommodations: Choose from various vacation rentals, including cozy cabins and resorts with amenities.
  • Relaxing Getaway: Enjoy a perfect blend of adventure and relaxation, making it ideal for all types of travelers.

Popular types of accommodation in Weston

Weston offers a variety of vacation rentals to suit every traveler’s needs, including houses, condos, and cozy cabins. Whether you're looking for a resort experience with amenities or a more private getaway, Weston has it all. Explore options like Weston resorts and hotels, and be mindful of any resort fees. With great choices like Vacation Village and other FL vacation rentals, your perfect escape awaits.

  • Houses: The top choice for visitors, these homes offer spacious retreats ideal for families or groups seeking comfort and privacy.
  • Condos: A popular option, condos combine convenience and amenities, perfect for those who enjoy a bit of luxury during their stay.
  • Cabins: For a charming escape, cabins provide a cozy atmosphere surrounded by nature, ideal for adventurers.
  • Apartments: These versatile spaces offer a home-like feel, perfect for travelers looking for flexibility and ease.
  • Cottages: Quaint and inviting, cottages present a delightful option for a peaceful getaway in Weston.**

Top attractions in and around Weston

Weston, Vermont, is a fantastic destination for ski and adventure enthusiasts, offering a mix of outdoor activities and scenic beauty. Visitors can explore nearby lakes, rivers, and the stunning national state park, making it perfect for those seeking cultural and natural experiences. Whether you're looking for thrilling sports or relaxing scenery, Weston has a variety of attractions that cater to all types of travelers.

  • Weston Priory: This serene monastery offers a unique glimpse into monastic life, surrounded by tranquil gardens and beautiful architecture. Visitors can enjoy peaceful walks and the rich cultural vibes that permeate this spiritual retreat.
  • Emerald Lake State Park: Located 11 miles from Weston, this scenic park features stunning views, hiking trails, and opportunities for kayaking and fishing. It's perfect for outdoor enthusiasts seeking adventure and natural beauty.
  • Vermont Summer Festival: Also 11 miles away, this lively fairground hosts exciting events and activities for families, including equestrian competitions, crafts, and delicious local food, creating a vibrant community atmosphere.

Things to do recommended for couples

Weston, Vermont offers a charming getaway for couples. Enjoy a cozy evening at a local inn, explore scenic hiking trails, or visit the historic Weston Playhouse. Don't miss the enchanting sights of the countryside during a leisurely drive, perfect for creating lasting memories together.

Things to do recommended for families

In Weston, families can explore the charming Vermont Country Store, enjoy outdoor fun at the Weston Playhouse, or hike the scenic trails at nearby Lowell Lake State Park. Don't miss the chance to visit local farms for fresh produce and interactive experiences.

Things to do recommended for groups

Explore the charming streets of Weston, visit the Weston Playhouse for a live performance, or enjoy a group hike on the nearby Green Mountain trails. Don't miss the local shops and the famous Vermont Country Store for unique souvenirs and treats.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Weston

When planning your trip—whether it's with a group, family, pets, or for an extended stay—be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Weston with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these preferences and much more on Vrbo.
  • Traveling to Weston with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions can make a big difference in your experience.
  • Taking your pets with you to Weston: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Weston: If you're in search of vacation rentals offering special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Weston

Weston, Vermont, offers a delightful blend of adventure and relaxation, perfect for your vacation. Explore the snowy slopes for skiing or immerse yourself in the scenic beauty of Central Vermont. Nearby neighborhoods invite you to enjoy a luxurious and romantic atmosphere, complemented by friendly locals. Whether you’re seeking thrilling outdoor sports or a tranquil getaway, Weston and its surroundings provide an unforgettable experience filled with charm and adventure.

  • Ludlow: Situated 9 miles from Weston, Ludlow is a must-visit destination for outdoor enthusiasts and adventure seekers. Known for its thrilling ski slopes and vibrant sports scene, this charming city offers easy access to popular ski resorts and fields. The surrounding area boasts stunning natural landmarks, including picturesque lakes and majestic mountains, making it an ideal spot for nature lovers. Ludlow’s proximity to national state parks also ensures plenty of opportunities for hiking, fishing, and exploring the great outdoors year-round.
  • Londonderry: Just 5 miles from Weston, Londonderry is a delightful town that perfectly captures the spirit of Vermont's outdoor lifestyle. This city is renowned for its skiing and adventure sports, attracting visitors to its excellent ski fields and resorts. Surrounded by beautiful lakes and mountains, Londonderry offers breathtaking views and ample opportunities for outdoor activities. Whether you're hitting the slopes in winter or hiking scenic trails in the warmer months, Londonderry is a fantastic place to experience the beauty of nature and the thrill of adventure.
  • Landgrove: Located a mere 4 miles from Weston, Landgrove is a quaint city that embodies the charm of rural Vermont. Known for its outdoor activities, Landgrove is a prime destination for skiing and adventure sports enthusiasts. The area features beautiful landscapes, including serene lakes and expansive forests, perfect for hiking and nature walks. With its close proximity to national state parks, visitors can immerse themselves in Vermont's stunning scenery while enjoying a variety of recreational activities, making Landgrove a hidden gem worth exploring.

Best time to go to Weston

If you're planning a trip to Weston, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in July and September to October, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.8°F (-6.8°C)Light RainMostly CloudySlightly LowModerately High
February21.7°F (-5.7°C)Light RainMostly CloudySlightly LowModerately High
March29.7°F (-1.3°C)Light RainMostly CloudySlightly LowAverage
April41.9°F (5.5°C)Light RainMostly CloudyAverageModerately Low
May54.9°F (12.7°C)Light RainMostly SunnyAverageModerately Low
June62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighAverage
August66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
September59.4°F (15.2°C)Light RainMostly SunnySlightly HighModerately Low
October47.8°F (8.8°C)Light RainMostly CloudySlightly HighAverage
November35.4°F (1.9°C)Light RainMostly SunnyAverageAverage
December26.8°F (-2.9°C)Light RainMostly CloudyAverageModerately High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Keeping your travel dates flexible can be a smart strategy, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To help you find the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and rental type.

Unlock savings with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll gain immediate access to member discounts and the opportunity to earn and redeem OneKeyCash on qualifying bookings. Sign up today to start enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked before can now be accessed under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Head to the tranquil city of Weston

Enjoy the area's entertainment, theater scene and museums and make a vacation rental your home during your stay in Weston. This relaxing and scenic city is known for its skiing, hiking and shopping. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Weston

Are you looking for attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Weston a fun spot to vacation. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Stratton Mountain Resort (14.4 mi / 23.2 km)
  • Viking Nordic Center (4.5 mi / 7.3 km)
  • Magic Mountain Ski Resort (6.7 mi / 10.8 km)
  • Okemo Mountain Resort (8.5 mi / 13.7 km)
  • Bromley Mountain Ski Resort (8.8 mi / 14.1 km)
  • Jamaica State Park (10 mi / 16.1 km)

Exploring the natural landscape of Weston

Whether you're looking for adventure or just want to spend some time taking in the scenery, Weston is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Lowell Lake State Park (4.9 mi / 7.9 km)
  • Emerald Lake State Park (10.7 mi / 17.2 km)
  • Green Mountain National Forest (10.8 mi / 17.4 km)
  • Lake Rescue (12 mi / 19.3 km)
  • Echo Lake (13.4 mi / 21.6 km)
  • Dana L. Thompson Memorial Park (15 mi / 24.2 km)

Transportation to and around Weston

The nearest airport is in Springfield, VT (VSF-Hartness State), located 14 mi (22.6 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 18 mi (29 km) away.

Frequently asked questions

What is the best area to stay in Weston, Vermont, United States of America when booking a vacation rental?
When considering a vacation rental in Weston, Vermont, the area surrounding the village center is an excellent choice. This charming neighborhood offers a picturesque New England experience, characterized by its quaint architecture and lush landscapes. One of the top attractions nearby is the Weston Playhouse Theatre Company, which hosts a variety of performances and events throughout the year, making it a cultural hub for visitors. Additionally, the Vermont Country Store, just a short stroll away, is a delightful destination for those interested in local goods and nostalgic finds.

In terms of vacation rentals, the village area has a diverse selection, with many properties offering cozy accommodations that reflect the area's rustic charm. Staying in this part of Weston allows you to enjoy the peaceful ambiance while still being close to local attractions and outdoor activities, such as hiking and exploring the beautiful countryside.
How much does it cost to rent a vacation home in Weston?
Prices for vacation rentals in Weston vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Weston to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Weston vacation house rentals?
You can find great discounts on house rentals in Weston on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Weston ski resort rentals?
For the best ski resort rentals in Weston, Vermont, travelers should consider accommodations near the picturesque Weston Village, which offers a charming New England atmosphere. This area is home to various cozy cabins and lodges that provide easy access to the nearby Okemo Mountain Resort and Bromley Mountain, both of which are just a short drive away.

In Weston Village, you can find traditional Vermont-style lodgings featuring amenities such as stone fireplaces, fully equipped kitchens, and spacious living areas, great for relaxing after a day on the slopes. Many properties also offer outdoor decks with stunning views of the surrounding mountains, making them ideal for enjoying the crisp mountain air.

Additionally, the Weston Playhouse Theatre Company provides a cultural touch to the area, and nearby recreational opportunities include cross-country skiing and snowshoeing, with some rentals offering direct access to trails. The surrounding countryside is dotted with charming shops and local eateries, enhancing the overall experience for visitors.
What is the most popular type of vacation rental accomodation in Weston?
In Weston, vacation houses are the most common type of rental, with about 12 available in the area. These properties are often situated in charming neighborhoods, providing a cozy and inviting atmosphere for guests. Many vacation houses come equipped with fully stocked kitchens, spacious living areas, and outdoor spaces such as decks or patios where visitors can enjoy the beautiful Vermont scenery. Additionally, there are several cottages, cabins, and chalets that offer unique stays, typically featuring rustic designs and amenities like fireplaces and proximity to hiking trails or local attractions.
Are there any family house rentals in Weston?
In Weston, Vermont, there are several family-friendly house rentals available—around 15 to choose from. This charming town is known for its picturesque landscapes and access to outdoor activities, making it a wonderful spot for families. Many homes come equipped with spacious living areas, fully stocked kitchens, and outdoor spaces superb for children to play.

Visitors can expect amenities such as cozy fireplaces, game rooms for indoor entertainment, and sometimes even hot tubs for relaxing after a day of adventure. Additionally, the locale is close to various attractions, including the Weston Playhouse, a hub for cultural events, and the scenic hiking trails that wind through the nearby Green Mountains.
Can I rent a vacation home with a pool or hot tub in Weston?
In Weston, Vermont, travelers can find several vacation homes available for rent that feature pools and hot tubs. This picturesque town is known for its charming New England atmosphere and proximity to outdoor activities in both summer and winter. Many of the vacation rentals come equipped with amenities such as private pools, hot tubs, spacious living areas, and fully equipped kitchens, great for families or groups looking to relax after a day of exploring the beautiful Green Mountains.
Can I find long-stay vacation rentals in Weston?
A long-stay vacation rental in Weston is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Weston?
In Weston, Vermont, there are several pet-friendly house rentals available, with around 14 options to choose from. Many of these vacation homes feature amenities such as spacious yards, fully equipped kitchens, and cozy living areas, making them suitable for families or groups traveling with pets. The area is known for its picturesque landscapes and charming New England ambiance, which enhances the overall experience for visitors.

Weston is close to a variety of outdoor activities, including hiking and exploring the scenic beauty of the Green Mountains. The nearby Weston Playhouse Theatre Company offers cultural entertainment, while local shops and eateries provide opportunities to enjoy the quaint village atmosphere.
Are there any remote work vacation rentals in Weston?
In Weston, Vermont, there are several remote work-friendly vacation rentals available, with around 20 options to choose from. This picturesque town, known for its charming New England ambiance and proximity to outdoor activities, provides a great backdrop for a working getaway. Many of these rentals come equipped with essential amenities for remote work, including desks and comfortable chairs, alongside complimentary Wi-Fi to ensure seamless connectivity.

Travelers can enjoy the tranquility of the scenic surroundings while having access to modern conveniences. The area is also known for its quaint shops, local eateries, and beautiful landscapes, making it easy to unwind after a productive workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Weston vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Weston with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Weston?
In Weston, popular vacation rental amenities include kitchens, fireplaces, and outdoor decks or patios, allowing guests to enjoy both comfort and nature. Many rentals also provide onsite parking for convenience, as well as coffee and tea makers for a cozy start to the day.
When is the best time to visit Weston for a vacation rental?
The best time to book a vacation rental in Weston is during the vibrant month of September, which marks the tail end of the peak travel season running from July to September. This month draws visitors who appreciate the mild weather and stunning fall foliage, making it a superb time for outdoor activities like hiking and leisurely strolls through the picturesque village.

During September, temperatures typically range from the mid-50s to mid-70s Fahrenheit, providing comfortable conditions for sightseeing and exploring the local artisan shops. You can enjoy the beauty of the Green Mountains while soaking in the charm of the area, with opportunities to visit the renowned Weston Playhouse Theatre or indulge in farm-to-table dining experiences.

For those who are budget-conscious, February offers a quieter time to visit Weston, ideal for experiencing the serene winter landscape and enjoying activities like snowshoeing or cozying up by a fireplace in a charming cabin. This low season allows for more intimate experiences with fewer crowds, creating a unique winter getaway.

Ultimately, your choice of when to visit Weston will depend on whether you're seeking the vibrant setting and colorful scenery of early fall or the peacefulness of winter's embrace.
How early should I book a Weston vacation rental?
Book your Weston vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Weston, Vermont, United States of America?
In Weston, Vermont, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The Weston Playhouse Theatre Company is a cultural gem where guests can catch live performances in a picturesque setting, often showcasing local talent and engaging productions. The town is also known for its historic buildings, including the 1800s Vermont Country Store, which offers a nostalgic shopping experience with a range of local goods and unique finds.

Nature enthusiasts will appreciate the nearby Green Mountain National Forest, where opportunities for hiking, biking, and exploring the scenic landscapes abound. In winter, the area transforms into a winter wonderland, with nearby ski resorts like Okemo Mountain Resort offering skiing and snowboarding just a short drive away.
Can I change or cancel my Weston home rental booking on Vrbo?
To find Weston vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Weston vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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